First Synthesis of Fully Deprotected Diimidotriphosphoric Acid and Derivatives Designed for the Synthesis of "PNPNP" Nucleotides and Dinucleotides
作者:Mourad Saady、Alain Valleix、Luc Lebeau、Charles Mioskowski
DOI:10.1021/jo00117a019
日期:1995.6
The first synthesis of fully deprotected diimidotriphosphoric acid is described. The PNPNP sequence is obtained from an all protected cyclic precursor that can be regioselectively mono- or bis-functionalized with alcohols and amines in classical organic solvents. All protective groups can be removed at the end of the synthesis by catalytic hydrogenation to afford the corresponding PNPNP derivatives as a salt. The strategy developed allows a straightforward access to a new class of nucleotide and dinucleotide analogs as well as other triphosphorylated compounds of biological relevance.